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961-07-9

Basic Information
CAS No.: 961-07-9
Name: 2'-Deoxyguanosine monohydrate
Article Data: 70
Molecular Structure:
Molecular Structure of 961-07-9 (2'-Deoxyguanosine monohydrate)
Formula: C10H13N5O4
Molecular Weight: 267.244
Synonyms: 2'-Deoxyguanosine;9H-Purin-6-ol, 2-amino-9-(2-deoxy-9-beta-D-ribofuranosyl)-;Guanine deoxyriboside;
EINECS: 213-505-8
Density: 2.085 g/cm3
Melting Point: 300 °C
Boiling Point: 725.475 °C at 760 mmHg
Flash Point: 392.553 °C
Solubility: Slightly soluble in water.
Appearance: white crystalline powder
Risk Codes: 20/21/22
Safety: 24/25
PSA: 148.51000
LogP: -1.14060
Synthetic route
10504-60-6

diphenylmethylsulfonium tetrafluoroborate

961-07-9

9-(2'-deoxyribofuranosyl)guanine

A

76567-63-0

O6-methyl 2'-deoxyguanosine

B

5132-79-6

1-methyl-2'-deoxyguanosine

Conditions
ConditionsYield
With potassium hydroxide In water; N,N-dimethyl-formamide at 20℃; for 5h;A 4%
B 95%
tris(trimethyl)silyltriflate

tris(trimethyl)silyltriflate

961-07-9

9-(2'-deoxyribofuranosyl)guanine

2-Amino-(2-deoxy-β-D-erythropentofuranosyl)adenine

Conditions
ConditionsYield
With chloro-trimethyl-silane; ammonia; 1,1,1,3,3,3-hexamethyl-disilazane In methanol; water; toluene24.2%
68743-68-0

4-(carbethoxynitrosamino)-1-(3-pyridyl)-1-butanone

961-07-9

9-(2'-deoxyribofuranosyl)guanine

A

59578-62-0

4-(3-pyridyl)-4-oxobutanol

B

100021-45-2

(E)-4-(pyridin-3-yl)but-3-en-2-one

C

3-hydroxy-1-(3-pyridyl)-1-butanone

D

100044-90-4

2'-deoxyguanosine 3'-(ethyl carbonate)

Conditions
ConditionsYield
With pH 8 sodium phosphate buffer In water at 37℃; for 96h; Further byproducts given;
With pH 8 sodium buffer In water at 37℃; for 96h; Further byproducts given;
68743-68-0

4-(carbethoxynitrosamino)-1-(3-pyridyl)-1-butanone

961-07-9

9-(2'-deoxyribofuranosyl)guanine

A

100021-45-2

(E)-4-(pyridin-3-yl)but-3-en-2-one

B

100044-90-4

2'-deoxyguanosine 3'-(ethyl carbonate)

C

100021-47-4

2'-deoxyguanosine 5'-(ethyl carbonate)

D

2'-deoxy-N-<1-methyl-3-oxo-3-(3-pyridyl)-propyl>guanosine

Conditions
ConditionsYield
With pH 8 sodium phosphate buffer In water at 37℃; for 96h; Further byproducts given;
554-68-7

triethylamine hydrochloride

961-07-9

9-(2'-deoxyribofuranosyl)guanine

93635-99-5

N-isobutyryl deoxyguanosine

Conditions
ConditionsYield
With sodium methylate In methanol; hexane; N,N-dimethyl-formamide
961-07-9

9-(2'-deoxyribofuranosyl)guanine

2719-27-9

cyclohexanylcarbonyl chloride

168466-00-0

N2-cyclohexylcarbonyl-2'-deoxyguanosine

Conditions
ConditionsYield
With chloro-trimethyl-silane; ammonium fluoride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; pyridine; methanol; ice-water; ethanol; water; toluene
961-07-9

9-(2'-deoxyribofuranosyl)guanine

A

C10H13N5O6

B

C10H14N6O5

Conditions
ConditionsYield
With rose bengal; ammonium chloride In aq. phosphate buffer at 22℃; pH=7.4; Irradiation;A 31 %Chromat.
B 62 %Chromat.
961-07-9

9-(2'-deoxyribofuranosyl)guanine

A

C10H13N5O6

B

C10H14N6O5

C

C10H14N6O5

D

2,2-Diamino-4-((4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-ylamino)-2H-oxazol-5-one

Conditions
ConditionsYield
With ammonium chloride; riboflavin In aq. phosphate buffer at 22℃; pH=7.4; Irradiation;A 11 %Chromat.
B 29 %Chromat.
C 11 %Chromat.
D 43 %Chromat.
961-07-9

9-(2'-deoxyribofuranosyl)guanine

A

C10H13N5O6

B

C10H14N6O5

C

C9H15N5O5*H(1+)

Conditions
ConditionsYield
With sodium hexachloroiridate; ammonium chloride In aq. phosphate buffer at 22℃; pH=7.4; Irradiation;A 50 %Chromat.
B 42 %Chromat.
C 8 %Chromat.
961-07-9

9-(2'-deoxyribofuranosyl)guanine

C41H65N5O16

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: N-Bromosuccinimide / water; acetonitrile
2: 1H-imidazole / N,N-dimethyl-formamide / 20 °C
3: diethylazodicarboxylate; triphenylphosphine / 1,4-dioxane / 50 °C
4: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 18 h / 40 °C / Inert atmosphere
5: hydrogenchloride / water; methanol / 20 °C
6: potassium carbonate / N,N-dimethyl-formamide / 50 °C
7: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C
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Specification

The 2'-Deoxyguanosine monohydrate, with the CAS registry number 961-07-9 and EINECS registry number 213-505-8, has the IUPAC name of 2'-2'-Deoxyguanosine monohydrate. And the molecular formula of this chemical is C10H13N5O4. It is a derivative of the nucleoside adenosine, and belongs to the product categories: Pyridines, Pyrimidines, Purines and Pteredines; Nucleotides and Nucleic Acids. What's more, it is used in the biochemical study.

The 2'-Deoxyguanosine monohydrate is composed of the purine nucleoside guanine linked by its N9 nitrogen to the C1 carbon of deoxyribose. It is similar to guanosine, but with one hydroxyl group removed from the 2' position of the ribose sugar (making it deoxyribose). If a phosphate group is attached at the 5' position, it becomes 2'-Deoxyguanosine monohydrate monophosphate.

The physical properties of 2'-Deoxyguanosine monohydrate are as following: (1)# of Rule of 5 Violations: 1; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 5.662; (5)ACD/KOC (pH 7.4): 5.687; (6)#H bond acceptors: 9; (7)#H bond donors: 5; (8)#Freely Rotating Bonds: 4; (9)Polar Surface Area: 134.99 Å2; (10)Index of Refraction: 1.907; (11)Molar Refractivity: 59.959 cm3; (12)Molar Volume: 128.164 cm3; (13)Polarizability: 23.77×10-24cm3; (14)Surface Tension: 107.624 dyne/cm; (15)Density: 2.085 g/cm3; (16)Flash Point: 392.553 °C; (17)Enthalpy of Vaporization: 111.206 kJ/mol; (18)Boiling Point: 725.475 °C at 760 mmHg; (19)Vapour Pressure: 0 mmHg at 25°C.

Uses of 2'-Deoxyguanosine monohydrate: It can react with 2,2-diethoxy-1-methyl-pyrrolidine to produce 2-N-(N-methylpyrrolidin-2-ylidene)-2'-2'-Deoxyguanosine monohydrate. This reaction will need solvent ethanol. The reaction time is 48 hours, and the yield is about 85%.

2'-Deoxyguanosine monohydrate can react with 2,2-diethoxy-1-methyl-pyrrolidine to produce 2-N-(N-methylpyrrolidin-2-ylidene)-2'-2'-Deoxyguanosine monohydrate

You can still convert the following datas into molecular structure:
(1)SMILES: c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)CO)O)[nH]c(nc2=O)N
(2)InChI: InChI=1/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1
(3)InChIKey: YKBGVTZYEHREMT-KVQBGUIXBI